تفاعل #1275

ord-0d0c32a5746a47be8dab7284d54a01f0

معادلة التفاعل

[Na+].[OH-]
sodium hydroxide
O=S(=O)(O)O
sulfuric acid
O[C@@H]1Cc2ccccc2[C@H]1O
Trans-1,2-indandiol
CC#N
acetonitrile
CC#N
acetonitrile
O
Water
N[C@@H]1c2ccccc2C[C@@H]1O
cis-1-amino-2-indanol
المردود 63.0%

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture was gradually warmed to 20° C. and aged to 3 hours
  2. 2
    درجة الحرارةthe mixture heated to reflux
  3. 3
    أخرىThe resulting solid was removed by filtration

الإجراء التجريبي

Trans-1,2-indandiol (1.5 g) was dissolved in acetonitrile (25 mL) cooled to 0° C., and concentrated sulfuric acid (1.1 mL) was added. The mixture was gradually warmed to 20° C. and aged to 3 hours. Water (2 mL) was added and the mixture heated to reflux. Concentrated aqueous sodium hydroxide was added to adjust the pH to 12. The resulting solid was removed by filtration to provide an aqueous acetonitrile solution of cis-1-amino-2-indanol (1.02 g, 63% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723615uspto-grants-1998_03